HCID 15372521, compound → HCID 15372522, compound

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Reaction Steps

A mixture of 8-methyl-7-nitro-4-oxo-4H-chromene-2-carboxylic acid ethyl ester (42.2 g, 0.152 mol) and palladium on carbon (4.7 g) in glacial acetic acid was hydrogenated at 50 psi for 48 hours. The catalyst was filtered through Celite® and the solvent removed under high vacuum. The crude product was chromatographed (25% ethyl acetate in hexanes) to afford 24.5 g (0.104 mol, 68.4%) of 7-amino-8-methyl-chroman-2-carboxylic acid ethyl ester as an orange oil which solidified upon standing: mp 82°-85°C.

Provenance & Evidence